Hugh Hefner Hats
Hugh Hefner and his girlfriends Crystal Harris, Karissa Shannon and Kristina Shannon at the premiere of "Hugh Hefner: Playboy, Activist, and Rebel" at the Toronto International Film Festival in Toronto, Canada.
( - Source: FlynetPictures.com) see more angles »
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Hugh Hefner Fedora

The original playboy hit a screening of his biopic in Toronto wearing a classic fedora.
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